Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions

Area of Science:

• Organic Chemistry
• Medicinal Chemistry
• Catalysis

Background:

• Isoindolinone is a privileged scaffold in numerous natural and synthetic biologically active compounds.
• Its significance in pharmaceuticals drives demand for efficient synthetic strategies.
• The past decade has seen significant advancements in accessing this heterocyclic system.

Purpose of the Study:

• To review recent (2010-2020) advances in isoindolinone synthesis.
• To focus on transition metal-catalyzed methodologies.
• To highlight synthetic routes involving the formation of new carbon-carbon bonds.

Main Methods:

• Strategies are categorized into direct use of phthalimides/phthalimidines and de novo ring construction.
• Catalytic methods include C-H activation, cross-coupling, carbonylation, condensation, addition, and formal cycloaddition.
• Emphasis on transition metal catalysis for broad access to substituted isoindolinones.

Main Results:

• Transition metal catalysis enables diverse synthetic routes to isoindolinones.
• New C-C bond formation strategies have expanded the accessibility of substituted isoindolinones.
• Recent methodologies offer efficient pathways to this important heterocyclic scaffold.

Conclusions:

• Transition metal-catalyzed reactions are pivotal for modern isoindolinone synthesis.
• These methods provide versatile access to a wide array of substituted isoindolinones.
• The reviewed advances significantly contribute to medicinal and synthetic chemistry efforts.